Which of the following substituents on benzen | vedclass

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Question

(B) The nitroso group $(-NO)$ is unique because it can exhibit both $+M$ (mesomeric) and $-M$ effects depending on the nature of the attacking species

Vedclass · Accepted Answer

$-NO$

Vedclass · Answer

(B) The nitroso group $(-NO)$ is unique because it can exhibit both $+M$ (mesomeric) and $-M$ effects depending on the nature of the attacking species.In electrophilic aromatic substitution $(E^+)$,the lone pair on the nitrogen atom can be donated to the ring,stabilizing the intermediate carbocation at ortho and para positions ($+M$ effect).In nucleophilic aromatic substitution $(Nu^-)$,the nitrogen atom can accept electron density from the ring,stabilizing the intermediate carbanion at ortho and para positions ($-M$ effect).Therefore,$-NO$ is ortho-para directing in both types of substitutions.

Which of the following substituents on benzene is ortho-para directing in electrophilic substitution and ortho-para directing in nucleophilic substitution?

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